Compound Identification
SMILES
C[C@@H]1CCC2[C@@H](C)[C@@H](OCCN3CCN(CC3)C(=O)CCC(=O)O[C@@H]3O[C@@H]4O[C@@]5(C)CCC6[C@H](C)CCC([C@H]3C)[C@@]46OO5)O[C@@H]3O[C@@]4(C)CCC1[C@@]23OO4
InChIKey
InChIKey=GORNUGLUVWBFHB-ZNKJAGGDSA-N
Formula
C40H62N2O12
Mass
762.938
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
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Superclass
Lipids and lipid-like molecules
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Class
Prenol lipids
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Subclass
Sesquiterpenoids
- Level 5 Artemisinins
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Subclass
Sesquiterpenoids
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Class
Prenol lipids
-
Superclass
Lipids and lipid-like molecules
Kingdom
Organic compounds
Superclass
Lipids and lipid-like molecules
Class
Prenol lipids
Subclass
Sesquiterpenoids
Intermediate Tree Nodes
Not available
Direct Parent
Artemisinins
Alternative Parents
Fatty acid esters Oxepanes N-alkylpiperazines Trioxanes Oxanes Tertiary carboxylic acid amides Amino acids and derivatives Carboxylic acid esters Dialkyl peroxides Trialkylamines Azacyclic compounds Acetals Monocarboxylic acids and derivatives Oxacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organopnictogen compounds
Molecular Framework
Aliphatic heteropolycyclic compounds
Substituents
Artemisinin skeleton - Fatty acid ester - Oxepane - N-alkylpiperazine - 1,4-diazinane - Oxane - Piperazine - 1,2,4-trioxane - Fatty acyl - Tertiary carboxylic acid amide - Amino acid or derivatives - Carboxamide group - Carboxylic acid ester - Tertiary amine - Tertiary aliphatic amine - Dialkyl peroxide - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Oxacycle - Acetal - Azacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Amine - Organic nitrogen compound - Carbonyl group - Aliphatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as artemisinins. These are sesquiterpenoids originally isolated from the herb Artemisia annua. Their structure is based on artemisinin, a tetracyclic compound that contains a 1,2-dioxepane fused to an octahydrobenzopyran moiety. The internal peroxide bridge is believed to be a key to the mode of action of artemisinins.
External Descriptors
Not available